14041-89-5

Upstream product

• 15093-36-4 1-isopropyl-3-phenylthiourea 
• 598-45-8 i-propyl isocyanide 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 19895-44-4 1-phenyl-3-i-propylurea 
• 603-35-0 triphenylphosphine 

Downstream Products

• 55871-87-9 N-hydroxy-N'-isopropyl-N''-phenyl-guanidine 
• 1158595-90-4 4,5-dihydro-4-isopropyl-3,3-dimethyl-5-phenylimino-3H-1,2,4-triazole 
• 1242169-11-4 C₁₆H₁₆N₂O 
• 55871-86-8 3-isopropylamino-4-phenyl-4H-[1,2,4]oxadiazol-5-one 
• 19656-62-3 2-tert-butyl-3-isopropylimino-4-phenyl-[1,2,4]oxadiazolidin-5-one 
• 100907-71-9 1-Isopropyl-3-phenyl-2,4,5-imidazolidinitrion 
• 19895-44-4 1-phenyl-3-i-propylurea 

Relevant academic research and scientific papers

A mild and efficient preparation of carbodiimides

Mono and diaryl carbodiimides were prepared in high yield under mild conditions by treating a thiourea with methanesulfonyl chloride in the presence of triethylamine and DMAP.

17O-labeling studies on the reaction of 4-benzoyl-5- phenylfuran-2,3-dione with carbodiimides [1,2]

The reactions of 4-benzoyl-5-phenyl-furan-2,3-dione 1 with isopropyl-phenylcarbodiimide as well as dimethylcarbodiimide are investigated with aid of 17O-labeling experiments. From comparing the distribution of the label within starting material

Ultrasonic-assisted synthesis of carbodiimides from N,N′-disubstituted thioureas and ureas

A facile and efficient sonochemical method for the preparation of carbodiimides from their corresponding thioureas or ureas was described. Using Ph3P–I2 combination in the presence of triethylamine, various diaryl, aryl–alkyl, as well as dialkyl substituted substrates could be converted into carbodiimides in good-to-excellent yields within short reaction times under mild conditions with simple experimental setup. Graphical abstract: [Figure not available: see fulltext.]

On the Reaction of Isocyanides with Nitrile Imines

Four competing reactions have been found to occur when nitrile imines 2 are generated from 1 in the presence of isocyanides 3.The products obtained include i) 1,2,3-triazolium salts 6, ii) 1,2,4-triazolium salts 8, iii) dihydrotriazolyl-substituted pyrazolamines 11, and iv) unstable 1,2-diazetimine derivatives 12 which in turn give carbodiimides 13, nitriles 14, quinoxalinamines 15, and possibly 1,2,4-triazoles 16 (after addition of 2).The proportions, in particular those of 6,8, and 11, depend on the reaction conditions; thus, triethylamine used in excess can oppress the formation of 6 in favour of 8 and 11. - The structure of 11 has been elucidated by means of X-ray diffraction analyses of 11a and c. - Key Words: Isocyanides / Nitrile imines / Triazolium salts / Pyrazoles / 1,2-Diazet-3-imines

Reaction of Electrochemically Generated Triphenylphosphine Radical Cation with Amides and Ureas

Constant-current electrolysis of triphenylphosphine in dichloromethane in the presence of primary amides and N,N'-disubstituted ureas resulted in the formation of nitriles and carbodiimides, respectively.Dehydrosulfurization of thiobenzamide and N,N'-dicyclohexylthiourea was also effected by electrlysis under the same conditions, but probably through mechanisms different from those of dehydration of the corresponding amide and urea.Keywords-constant-current electrolysis; triphenylphosphine; primary amide; N,N'-disubstituted urea; nitrile; carbodiimide

Reactions of Cyclic Oxalyl Compounds, XXIII. Reactions of Five-membered 2,3-Dioxo Heterocycles with Carbodiimides - a Synthetic Pathway to Hetero Analogues of Deazapurine Systems

The furandione 1 reacts with diaryl- or arylalkylcarbodiimides to yield 4--2,3-furandiones 5, which isomerize to 2,3-pyrrolediones 2 above 60 deg C. 1, 2, and 5 react with dimethylcarbodiimide under mild conditions (20 deg C, a few minutes) to give the so far unknown pyrrolooxazinediones 7 which reversibly can lose dimethylcarbodiimide to form again 2.Analogously 2,3-thiophenedione 3 and dimethyl- or diisopropylcarbodiimide yield the pyrrolothiazines 8.The basic skeletons of 7 and 8 were determined by X-ray structure analys is of 7a and 8b.On the other hand, the reaction of 1 with diethyl- or diisopropylcarbodiimide leads to furopyrimidines 10.The bicyclic compounds 7, 8, and 10 can be regarded as heteroanalogues of the 7-deazapurine system.The reaction pathways leading to 5, 7, 8, and 10 involve cycloadditions, cycloreversions or fragmentation reactions as well as some surprising new furandione-furandione rearrangements.